EP0074112B1 - Composition thermoplastique - Google Patents

Composition thermoplastique Download PDF

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Publication number
EP0074112B1
EP0074112B1 EP82108211A EP82108211A EP0074112B1 EP 0074112 B1 EP0074112 B1 EP 0074112B1 EP 82108211 A EP82108211 A EP 82108211A EP 82108211 A EP82108211 A EP 82108211A EP 0074112 B1 EP0074112 B1 EP 0074112B1
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EP
European Patent Office
Prior art keywords
weight
plasticizer
copolymer
blend
polyolefin
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
EP82108211A
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German (de)
English (en)
Other versions
EP0074112B2 (fr
EP0074112A1 (fr
Inventor
Yoshitugu Fujimori
Yasuo Takabori
Hajime Sakano
Akitoshi Ito
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Honda Motor Co Ltd
Sumika Polycarbonate Ltd
Original Assignee
Honda Motor Co Ltd
Sumika Polycarbonate Ltd
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Priority claimed from JP14307681A external-priority patent/JPS5845251A/ja
Priority claimed from JP18212781A external-priority patent/JPS5883044A/ja
Application filed by Honda Motor Co Ltd, Sumika Polycarbonate Ltd filed Critical Honda Motor Co Ltd
Publication of EP0074112A1 publication Critical patent/EP0074112A1/fr
Publication of EP0074112B1 publication Critical patent/EP0074112B1/fr
Application granted granted Critical
Publication of EP0074112B2 publication Critical patent/EP0074112B2/fr
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
    • C08L51/04—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to rubbers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates

Definitions

  • the present invention relates to a thermoplastic composition. More particularly, it relates to a thermoplastic resin composition excellent in solvent resistance, weld strength, impact resistance, molding property, etc.
  • US-A-4 172 103 and US-A-3 947 524 are disclosing generally aromatic polycarbonate resins and a thermoplastic resin on a rubber or a graft polymer.
  • thermoplastic composition comprising a polycarbonate resin and a graft polymer as the essential components and improved in chemical and physical properties, particularly in solvent resistance and weld strength
  • incorporation of a small amount of a polyolefin or a certain plasticizer into such composition is effective in improvement of solvent resistance and weld strength.
  • the resulting composition is excellent in processability.
  • the present invention relates to a thermoplastic composition which comprises a blend comprising 20 to 80% by weight of a polycarbonate resin and 80 to 20% by weight of a graft polymer obtained by grafting at least one aromatic vinyl compound and at least one of vinyl cyanides and alkyl unsaturated carboxylates onto a conjugated diene rubber or its mixture with a copolymer of at least one aromatic vinyl compound and at least one of vinyl cyanides and alkyl unsaturated carboxylates in an amount of not more than 90% by weight on the basis of the combined amount of the graft polymer and the copolymer, and a polyolefin or a plasticizer, characterized by the weight proportion of the blend and the polyolefin being 100:0.2-10, the weight portion of the blend and the plasticizer being 100:0.5-20, and the light transmission of the plasticizer being not less than 70% when determined on the film of 20 Il m in thickness prepared by the use of a solution of the plasticizer (0.25 g) and acrylonitrile
  • polycarbonate resin there may be used any one chosen from aromatic polycarbonates, aliphatic polycarbonates, aliphatic aromatic polycarbonates, etc.
  • examples are polymers comprising units of bisphenols such as 2,2-bis(4-hydroxyphenyl)alkanes, bis(4-hydroxyphenyl)ethers, bis(4-hydroxyphenyl)sulfones, bis(4-hydroxyphenyl)sulfides and bis(4-hydroxyphenyl)sulfoxides.
  • bisphenols may be substituted with halogen.
  • the graft polymer there is used the one grafting at least one aromatic vinyl compound and at least one of vinyl cyanides and alkyl unsaturated carboxylates onto a conjugated diene rubber.
  • the conjugated diene rubber are polybutadiene, butadiene-styrene copolymer, butadiene-acrylonitrile copolymer, etc.
  • the aromatic vinyl compound are styrene, a-methylstyrene, dimethylstyrene, vinytoluene, etc.
  • the vinyl cyanide are acrylonitrile, methacrylonitrile, etc.
  • the alkyl unsaturated carboxylate are lower alkyl acrylates (e.g.
  • the weight proportion of the conjugated diene rubber and the monomeric components in the graft polymer may be usually from 5:95 to 70:30. Further, the weight proportion of the aromatic vinyl compound and the other monomeric component(s) consisting of the vinyl cyanide and/or the alkyl unsaturated carboxylate may be normally from 50:50 to 80:20.
  • the copolymer there may be used any copolymer of at least one aromatic vinyl compound with at least one of vinyl cyanides and alkyl unsaturated carboxylates.
  • aromatic vinyl compound, the vinyl cyanide and the alkyl unsaturated carboxylate are those as stated above.
  • the weight proportion of the aromatic vinyl compound and the other monomeric component(s) consisting of the vinyl cyanide and/or the alkyl unsaturated carboxylate may be usually from 55:45 to 85:15, although this is not essential.
  • the intrinsic viscosity of the copolymer is preferred to be from 0.60 to 1.50 (determined in dimethylformamide at 30°C), but this is not limitative.
  • the contents of the polycarbonate resin and the graft polymer or its mixture with the copolymer is from 20 to 80% by weight (preferably from 30 to 70% by weight) and from 80 to 20% by weight (preferably from 70 to 30% by weight), respectively.
  • the polycarbonate resin is contained in a higher amount than 80% by weight, the melt viscosity of the resulting composition on the molding becomes too high so that the molding property is deteriorated. Further, the weld strength is not improved.
  • the polycarbonate resin is contained in a smaller amount than 20% by weight, the heat resistance is lowered.
  • the copolymer When the copolymer is employed, its amount is not more than 90% by weight on the basis of the combined amount of the graft polymer and the copolymer. When the amount exceeds 90% by weight, satisfactory impact resistance is not obtainable.
  • a polyolefin or a certain plasticizer is incorporated into a blend comprising the polycarbonate resin and the graft polymer with or without the copolymer.
  • polyethylene having a molecular weight of not less than 2,000 or polypropylene having a molecular weight of not less than 5,000 or their mixture.
  • the amount of the polyolefin in the composition is from 0.2 to 10 parts by weight to 100 parts by weight of the blend. When the amount is less than 0.2 part by weight, any improvement of the weld strength and the solvent resistance is not produced. When more than 10 parts by weight, the impact strength is markedly lowered, and the weld strength is not improved.
  • the plasticizer used in the invention is the one having a light transmission of not less than 70% when determined on the film of 20 pm in thickness prepared by a solution of the plasticizer (0.25 g) and acrylonitrilestyrene copolymer (weight ratio of acrylonitrile and styrene being 30:70; 0.75 g) in acetone (10 ml) while drying under the atmospheric condition. Further, the bleeding of the plasticizer is apt to be produced at the surface of the molded product with the resulting composition.
  • Suitable plasticizers may be chosen from ester compounds prepared from dicarboxylic acids (e.g.
  • phthalic acid adipic acid, sebacic acid, azelaic acid, maleic acid, fumaric acid, trimellitic acid, citric acid, itaconic acid, lisinoleic acid
  • mono or divalent alcohols e.g. methanol, ethanol, ethylene glycol, propylene glycol
  • epoxy compounds having epoxy groups in the molecule e.g. diphenyl octyl phosphate, trioctyl phosphate
  • ester compounds polymeric ones having a plurality of ester units are favorable to monomeric ones having a single ester unit in volatility.
  • plasticizers may be employed alone or in combination.
  • the amount of the plasticizer in the composition is from 0.5 to 20 parts by weight to 100 parts by weight of the blend. When the amount is less than 0.5 part by weight, any improvement of the weld strength is not produced. When the amount is more than 20 parts by weight, the heat resistance is remarkably deteriorated.
  • the graft polymer and the copolymer as above stated may be respectively produced by conventional procedures such as emulsion polymerization, suspension polymerization, bulk polymerization, emulsion- suspension polymerization or bulk suspension polymerization.
  • thermoplastic composition Preparation of the thermoplastic composition may be achieved by mixing the said essential and optional components by the aid of a conventional mixing apparatus such as a roll or Banbury's mixer.
  • a conventional mixing apparatus such as a roll or Banbury's mixer.
  • any additive such as a pigment, a dispersant, a lubricant, a filler, a stabilizer, an antistatic agent and a modifier may be incorporated therein.
  • Bisphenol A (470 g) and p-t-butylphenol (9.8 g) were suspended in water (1700 ml), and the suspension was stirred while introducing nitrogen therein for 15 minutes to eliminate oxygen therefrom. Then, 45% sodium hydroxide solution (360 g) and methylene chloride (1000 g) were added thereto. The resulting mixture was cooled to 25°C, and phosgene (240 g) was added thereto in 120 minutes. After 15 to 30 minutes, 45% sodium hydroxide solution (75 g) and triethylamine (16 g) were added thereto, and the resulting mixture was stirred for 15 minutes to obtain a polymer solution of high viscosity. The aqueous layer was separated, and the organic layer was washed with water to remove salts and alkalis to obtain a polycarbonate resin.
  • graft polymer commercially available acrylonitrile-butadiene-styrene copolymer ("Kralastic MV" manufactured by Sumitomo Naugatuck) was used.
  • thermoplastic composition The polycarbonate resin, the graft polymer and the polyolefin as stated above were mixed together in a proportion as shown in Table 1 by the aid of Banbury's mixer at 230°C for 4 minutes to give a thermoplastic composition.
  • thermoplastic composition The physical properties of the obtained thermoplastic composition are shown in Table 1.
  • solvent resistance and the weld strength were determined in the following manners:
  • thermoplastic composition was molded at 260°C through two gates (each 2.5x2.0 mm), the distance between them being 100 mm, to make a test piece having 3 mm in thickness and 150 mm in length and in width.
  • the test piece was placed on a cylindrical support of 80 mm in height, 120 mm in inner diameter and 126 mm in outer diameter in a low temperature room adjusted to -30°C, and a steel ball of 1 kg was fallen down at the center of the test piece.
  • the maximum energy value (kg.cm) producing no breakage was determined.
  • polycarbonate resin commercially available polycarbonate resin ("Panlite@ L-1250W” manufactured by Teijin Kasei) was used.
  • Polybutadiene 50 parts (as solid components)
  • potassium persulfate 0.5 part
  • potassium oleate 0.5 part
  • dodecylmercaptan 0.3 part
  • styrene 36 parts
  • acrylonitrile 14 parts
  • copolymer (B) As the copolymer (B), commercially available styrene-acrylonitrile copolymer ("Sevian@ NJD” manufactured by Daicel; intrinsic viscosity, 0.63) was used.
  • plasticizers were used:
  • thermoplastic composition The polycarbonate resin, the graft polymer and the copolymer were mixed together with the plasticizer in a proportion as shown in Table 2 by the aid of Banbury's mixer to give a thermoplastic composition.
  • thermoplastic composition The physical properties of the obtained thermoplastic composition are shown in Table 2.

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Claims (4)

1. Composition thermoplastique comprenant un mélange qui comprend 20 à 80% en poids d'une résine de polycarbonate et 80 à 20% en poids d'un polymère greffé obtenu par greffage d'au moins un composé vinylique aromatique et au moins un composé choisi parmi les cyanures vinyliques et les carboxylates d'alkyle insaturés, sur un caoutchou-diène conjugué ou sont mélange avec un copolymère d'au moins un composé vinylique aromatique et au moins un composé choisi parmi les cyanures vinyliques et les carboxylates d'alkyle insaturés, dans une proportion ne dépassant pas 90 % en poids, calculé sur la quantité combinée du polymère greffé et du copolymère, et une polyoléfine ou un plastifiant, caractérisé en ce que le rapport en poids du mélange à la polyoléfine est de 100:0,2-10, le rapport en poids du mélange au plastifiant est de 100:0,5-20, et la translucidité du plastifiant n'est pas inférieure à 70%, lorsqu'elle est mesurée sur un film de 20 pm d'épaisseur, préparée en utilisant une solution du plastifiant (0,25 g) et d'un copolymère acrylonitrile-styrène (rapport en poids de l'acrylonitrile au styrène, 30:70; 0,75 g) dans l'acétone (10 ml), et la polyoléfine comprenant du polyéthylène ayant un poids moléculaire qui n'est pas inférieure à 2000 ou du polypropylène ayant un poids moléculaire qui n'est pas inférieure à 5000, ou leur mélange.
2. Composition selon la revendication 1, dans laquelle le mélange comprend le polycarbonate et le polymère greffé.
3. Composition selon la revendication 2, dans laquelle la polyoléfine est contenue dans une proportion de 0,2 à 10 parties en poids, calculé sur 100 parties du mélange.
4. Composition selon la revendication 1, dans laquelle le plastifiant comprend un composé ester, un composé époxy ou un composé phosphate.
EP82108211A 1981-09-09 1982-09-07 Composition thermoplastique Expired - Lifetime EP0074112B2 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP14307681A JPS5845251A (ja) 1981-09-09 1981-09-09 熱可塑性樹脂組成物
JP143076/81 1981-09-09
JP182127/81 1981-11-12
JP18212781A JPS5883044A (ja) 1981-11-12 1981-11-12 熱可塑性樹脂組成物

Publications (3)

Publication Number Publication Date
EP0074112A1 EP0074112A1 (fr) 1983-03-16
EP0074112B1 true EP0074112B1 (fr) 1987-12-02
EP0074112B2 EP0074112B2 (fr) 1993-06-23

Family

ID=26474890

Family Applications (1)

Application Number Title Priority Date Filing Date
EP82108211A Expired - Lifetime EP0074112B2 (fr) 1981-09-09 1982-09-07 Composition thermoplastique

Country Status (5)

Country Link
US (1) US4438229A (fr)
EP (1) EP0074112B2 (fr)
AU (1) AU553028B2 (fr)
CA (1) CA1205939A (fr)
DE (1) DE3277772D1 (fr)

Families Citing this family (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5966450A (ja) * 1982-10-07 1984-04-14 Sumitomo Naugatuck Co Ltd 熱可塑性樹脂組成物
EP0110222A1 (fr) * 1982-11-24 1984-06-13 General Electric Company Masses à mouler à base de polyester thermoplastique et de polyéthylène linéaire à basse densité
JPS59221350A (ja) * 1983-06-01 1984-12-12 Daicel Chem Ind Ltd 耐熱耐衝撃性樹脂組成物
DE3514185A1 (de) * 1985-04-19 1986-10-23 Bayer Ag, 5090 Leverkusen Thermoplastische formmassen aus polycarbonaten, pfropfpolymerisaten und copolymerisaten
EP0218229B1 (fr) * 1985-10-08 1991-09-25 Denki Kagaku Kogyo Kabushiki Kaisha Composition de résine thermoplastique et son procédé de préparation
DE4121975A1 (de) * 1991-07-03 1993-01-07 Basf Ag Thermoplastische formmassen auf der basis von polycarbonaten, styrol/acrylnitril-polymerisaten und polyolefinen
TWI230726B (en) * 1998-06-17 2005-04-11 Bayer Ag Thermoplastic molding compositions having improved plateability
US6319432B1 (en) 1999-06-11 2001-11-20 Albemarle Corporation Bisphenol-A bis(diphenyl phosphate)-based flame retardant
US6399685B1 (en) 2000-12-11 2002-06-04 Albemarle Corporation Purification of arylene polyphosphate esters
AU2003272213A1 (en) 2002-08-12 2004-02-25 Exxonmobil Chemical Patents Inc. Plasticized polyolefin compositions
US7271209B2 (en) * 2002-08-12 2007-09-18 Exxonmobil Chemical Patents Inc. Fibers and nonwovens from plasticized polyolefin compositions
US8003725B2 (en) 2002-08-12 2011-08-23 Exxonmobil Chemical Patents Inc. Plasticized hetero-phase polyolefin blends
US7998579B2 (en) 2002-08-12 2011-08-16 Exxonmobil Chemical Patents Inc. Polypropylene based fibers and nonwovens
US7531594B2 (en) * 2002-08-12 2009-05-12 Exxonmobil Chemical Patents Inc. Articles from plasticized polyolefin compositions
US7622523B2 (en) * 2002-08-12 2009-11-24 Exxonmobil Chemical Patents Inc. Plasticized polyolefin compositions
US7514147B2 (en) * 2003-01-14 2009-04-07 Sabic Innovative Plastics Ip B.V. Formable thermoplastic multi-layer laminate, a formed multi-layer laminate, an article, and a method of making an article
JP4017994B2 (ja) 2003-02-04 2007-12-05 テクノポリマー株式会社 レーザー溶着用成形材料及び成形品
US7270882B2 (en) * 2003-02-21 2007-09-18 General Electric Company Weatherable multilayer articles and method for their preparation
KR20050106447A (ko) * 2003-02-21 2005-11-09 제너럴 일렉트릭 캄파니 내후성 다층 제품 및 그의 제조 방법
US8192813B2 (en) 2003-08-12 2012-06-05 Exxonmobil Chemical Patents, Inc. Crosslinked polyethylene articles and processes to produce same
US20050144309A1 (en) * 2003-12-16 2005-06-30 Intel Corporation, A Delaware Corporation Systems and methods for controlling congestion using a time-stamp
US8389615B2 (en) * 2004-12-17 2013-03-05 Exxonmobil Chemical Patents Inc. Elastomeric compositions comprising vinylaromatic block copolymer, polypropylene, plastomer, and low molecular weight polyolefin
KR100645065B1 (ko) * 2005-06-23 2006-11-10 삼성전자주식회사 핀 전계 효과 트랜지스터와 이를 구비하는 비휘발성 메모리장치 및 그 형성 방법
WO2007011530A2 (fr) 2005-07-15 2007-01-25 Exxonmobil Chemical Patents, Inc. Compositions élastomères
US20100009207A1 (en) * 2008-07-10 2010-01-14 Sabic Innovative Plastics Ip B.V. Formable thermoplastic multi-layer article, a formed multi-layer article, an article, and a method of making an article
CN111073249B (zh) * 2019-12-18 2022-03-22 佛山科学技术学院 一种耐高温塑料材料

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3404122A (en) 1963-03-09 1968-10-01 Bayer Ag Stabilization of high molecular weight polycarbonates
DE1900756C3 (de) 1969-01-08 1981-06-04 Bayer Ag, 5090 Leverkusen Thermoplastische Formmassen und Formkörper aus Polycarbonat und einem ABS-Pfropfpolymerisat
CA918327A (en) 1970-05-05 1973-01-02 Haaf Franz Impact-resistant thermoplastic molding material
US3813358A (en) * 1972-01-03 1974-05-28 Gen Electric Polycarbonate molding composition comprising an aromatic polycarbonate graft copolymer and a modifier
BE802477R (fr) 1972-02-28 1973-11-16 Unibra Sa Procede de cristallisation des polycarbonates et produits obtenus
US3988389A (en) * 1972-12-06 1976-10-26 Bayer Aktiengesellschaft Moulding compositions contain polycarbonate and graft copolymer of a resin forming monomer on a rubber
US4172103A (en) * 1973-06-09 1979-10-23 Bayer Aktiengesellschaft Polycarbonate moulding compounds
JPS5430417B2 (fr) * 1973-10-25 1979-10-01
US4043947A (en) 1976-01-15 1977-08-23 Standard Oil Company Impact improvement of rubber-modified nitrile resins
US4123436A (en) * 1976-12-16 1978-10-31 General Electric Company Polycarbonate composition plasticized with esters
US4145329A (en) * 1977-06-29 1979-03-20 General Electric Company Plasticized polycarbonate composition
US4367310A (en) 1979-05-03 1983-01-04 The Dow Chemical Company Blends of polycarbonate with rubber and monovinylidene aromatic copolymers
JPS592462B2 (ja) 1980-02-22 1984-01-18 呉羽化学工業株式会社 制電性樹脂組成物

Also Published As

Publication number Publication date
US4438229A (en) 1984-03-20
DE3277772D1 (en) 1988-01-14
AU8812482A (en) 1983-03-17
EP0074112B2 (fr) 1993-06-23
EP0074112A1 (fr) 1983-03-16
CA1205939A (fr) 1986-06-10
AU553028B2 (en) 1986-07-03

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